Dickinson Holiday Rentals

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Our top choices for Dickinson holiday rentals

Family-Friendly Retreat with Pool & Outdoor Lounge

Family-Friendly Retreat with Pool & Outdoor Lounge
San Leon
10.0 out of 10, Exceptional, (3 reviews)
"We had a great time.. will be back"
United States
Emma G.
The price is NZ$677
includes taxes & fees
18 May - 19 May
Family-Friendly Retreat with Pool & Outdoor Lounge

Peaceful Retreat with Texas-Shaped Pool

Peaceful Retreat with Texas-Shaped Pool
San Leon
7.8 out of 10, Good, (7 reviews)
"We had a great time ! Wish we could have stayed longer . Beautiful property!"
United States
Carole N.
The price is NZ$650
includes taxes & fees
18 May - 19 May
Peaceful Retreat with Texas-Shaped Pool

“Big Shirley” in Sunny San Leon

“Big Shirley” in Sunny San Leon
San Leon
10.0 out of 10, Exceptional, (2 reviews)
"Helpful owners"
United States
David
The price is NZ$261
includes taxes & fees
29 May - 30 May
“Big Shirley” in Sunny San Leon

Stunning Home with Expansive Pool & Game Room

Stunning Home with Expansive Pool & Game Room
San Leon
8.8 out of 10, Excellent, (47 reviews)
"Fantastic accommodations for family! Kids loved the pool and arcade games. This property is located close to kemah, restaurants and Galveston and we had the best time!Highly Recommend!!!"
United States
Donna M.
The price is NZ$645
includes taxes & fees
21 May - 22 May
Stunning Home with Expansive Pool & Game Room

Charming Cottage I on Dickinson Bay

Charming Cottage I on Dickinson Bay
San Leon
9.8 out of 10, Exceptional, (6 reviews)
"Close to the ocean, very clean, close to great restaurants. Would stay again "
United States
Danny P.
The price is NZ$458
includes taxes & fees
18 May - 19 May
Charming Cottage I on Dickinson Bay

Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston

Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston
San Leon
10.0 out of 10, Exceptional, (6 reviews)
"We had a wonderful stay! The home was beautiful, clean and relaxing. The hosts were also wonderful to coordinate with. We will absolutely stay here again next year for our annual trip! "
United States
Taylor D.
The price is NZ$646
includes taxes & fees
20 May - 21 May
Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston

Waterfront Bay Views | Beautiful Private Pier

Waterfront Bay Views | Beautiful Private Pier
San Leon
10.0 out of 10, Exceptional, (22 reviews)
"Very clean place, great location and beautiful bat view would definitely stay at this place again in the future! "
United States
Ryan B.
The price is NZ$906
includes taxes & fees
20 May - 21 May
Waterfront Bay Views | Beautiful Private Pier

Cozy Bay House w/ Heated Spool + Pier

Cozy Bay House w/ Heated Spool + Pier
San Leon
9.6 out of 10, Exceptional, (7 reviews)
"Great fishing trip!! "
United States
Jessica R.
Cozy Bay House w/ Heated Spool + Pier

Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston

Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston
Dickinson
8.4 out of 10, Very good, (20 reviews)
"Good host communication nice house quiet neighborhood. "
United States
Victor G.
The price is NZ$758
includes taxes & fees
14 June - 15 June
Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston

Bay Breeze Bungalow - Game Room & Pet Friendly

Bay Breeze Bungalow - Game Room & Pet Friendly
San Leon
9.6 out of 10, Exceptional, (7 reviews)
"The property was close to family who live in the area and very accommodating for us. Host was super, always keeping us informed and checking on our needs. "
United States
Kathy B.
The price is NZ$634
includes taxes & fees
1 June - 2 June
Bay Breeze Bungalow - Game Room & Pet Friendly

Dickinson Bayou Front Retreat Gateway Spacious 5-bedroom with Water view fishing

Dickinson Bayou Front Retreat Gateway Spacious 5-bedroom with Water view fishing
Dickinson
9.2 out of 10, Wonderful, (9 reviews)
"The host was very welcoming and made sure everything was ready from the moment we opened the door. The place was very clean and tidy. Combined with the beautiful view and great location, we will likely be visiting again in the future."
United States
Bryan H.
The price is NZ$810
includes taxes & fees
18 May - 19 May
Dickinson Bayou Front Retreat Gateway Spacious 5-bedroom with Water view fishing

San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!

San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!
San Leon
10.0 out of 10, Exceptional, (6 reviews)
"Great little spot. Had everything one would need. The private pier was awesome."
United States
Keith K.
The price is NZ$763
includes taxes & fees
27 May - 28 May
San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!

Waterfront Oasis with Pool, Fire Pit & Dock

Waterfront Oasis with Pool, Fire Pit & Dock
Kemah Area
7.8 out of 10, Good, (7 reviews)
"This property had every amenity for entertainment "
United States
Ali T.
The price is NZ$1,669
includes taxes & fees
25 May - 26 May
Waterfront Oasis with Pool, Fire Pit & Dock

5-Acre Retreat with Heated Pool & Private Pond

5-Acre Retreat with Heated Pool & Private Pond
San Leon
10.0 out of 10, Exceptional, (2 reviews)
"This was a beautiful property plenty of room and very clean! I will be back "
United States
Sarah L.
5-Acre Retreat with Heated Pool & Private Pond

Waterfront Retreat Getaway with Gameroom Firepit Fishing Kayaks

Waterfront Retreat Getaway with Gameroom Firepit Fishing Kayaks
Dickinson
8.0 out of 10, Very good, (3 reviews)
"First night there it was a large rodent scratching inside the first floor ceiling for a good portion of the night. We later say a raccoon running across the back lawn."
United States
Donnell J.
The price is NZ$1,156
includes taxes & fees
16 June - 17 June
Waterfront Retreat Getaway with Gameroom Firepit Fishing Kayaks

Waterfront Bay Home with Pool & Private Pier

Waterfront Bay Home with Pool & Private Pier
San Leon
Waterfront Bay Home with Pool & Private Pier

Bayfront Breeze - Waterfront w/Private Lighted Fishing Dock - Available 24/7

Bayfront Breeze - Waterfront w/Private Lighted Fishing Dock - Available 24/7
San Leon
10.0 out of 10, Exceptional, (9 reviews)
"Great weekend getaway "
United States
reynaldo o.
The price is NZ$1,505
includes taxes & fees
20 May - 21 May
Bayfront Breeze - Waterfront w/Private Lighted Fishing Dock - Available 24/7

Country Party House up to 46 guests 11/2 baths 1200 sq building

Country Party House up to 46 guests 11/2 baths 1200 sq building
San Leon
The price is NZ$1,005
includes taxes & fees
19 May - 20 May
Country Party House up to 46 guests 11/2 baths 1200 sq building

Charming Bayfront Home w/ Pool, Pier, and Firepit

Charming Bayfront Home w/ Pool, Pier, and Firepit
San Leon
The price is NZ$2,389
includes taxes & fees
22 May - 23 May
Charming Bayfront Home w/ Pool, Pier, and Firepit

Peaceful, Quiet RV right near the beach @ Crystal Beach, Tx

Peaceful, Quiet RV right near the beach @ Crystal Beach, Tx
Crystal Beach
10.0 out of 10, Exceptional, (41 reviews)
"Clean, property was as decried, looked as photos. Very comfortable and had everything we needed plus more. "
United States
Donna M.
The price is NZ$335
includes taxes & fees
18 May - 19 May
Peaceful, Quiet RV right near the beach @ Crystal Beach, Tx
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dickinson Hotel Reviews

Find out more about Dickinson

Everything you need to know about Dickinson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dickinson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dickinson holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dickinson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dickinson. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dickinson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dickinson holiday rentals we have selected for you start as low as NZ$574 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dickinson rentals

At Expedia, we put the best Dickinson holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dickinson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dickinson holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dickinson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Dickinson?

Yes, there are holiday rentals in Dickinson close to Bay Area Raceway, or you can select a more secluded option if you're looking for a relaxing stay. Dickinson is known for its sporting events and shopping. Make sure you have time to check out the spas and restaurants during your trip.

What are some of the best holiday rentals that Dickinson has to offer?

Walk to Beach - Free Umbrella & Chair - Pet Friendly - WiFi + Smart TVs: This holiday home rental outside of Dickinson is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Dickinson?

With 66 Expedia holiday rentals, you're guaranteed to find just the right place for your Dickinson stay.

What can I see and do in Dickinson?

Cultural attractions include Dickinson Historic Railroad Center, whereas Bay Area Raceway is just one of the family-friendly sights. Other popular places to visit in the area include Port of Galveston Cruise Terminal and NASA Johnson Space Center.

What are holiday rentals like in Dickinson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dickinson. Holiday rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.